Structure

Physi-Chem Properties

Molecular Weight:  518.18
Volume:  493.707
LogP:  1.185
LogD:  0.838
LogS:  -4.166
# Rotatable Bonds:  5
TPSA:  162.73
# H-Bond Aceptor:  11
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  11

MedChem Properties

QED Drug-Likeness Score:  0.224
Synthetic Accessibility Score:  6.784
Fsp3:  0.654
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.347
MDCK Permeability:  9.853875235421583e-05
Pgp-inhibitor:  0.997
Pgp-substrate:  0.993
Human Intestinal Absorption (HIA):  0.64
20% Bioavailability (F20%):  0.986
30% Bioavailability (F30%):  0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.561
Plasma Protein Binding (PPB):  44.427669525146484%
Volume Distribution (VD):  0.293
Pgp-substrate:  44.03573989868164%

ADMET: Metabolism

CYP1A2-inhibitor:  0.009
CYP1A2-substrate:  0.943
CYP2C19-inhibitor:  0.041
CYP2C19-substrate:  0.708
CYP2C9-inhibitor:  0.038
CYP2C9-substrate:  0.016
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.099
CYP3A4-inhibitor:  0.424
CYP3A4-substrate:  0.229

ADMET: Excretion

Clearance (CL):  4.464
Half-life (T1/2):  0.618

ADMET: Toxicity

hERG Blockers:  0.009
Human Hepatotoxicity (H-HT):  0.081
Drug-inuced Liver Injury (DILI):  0.319
AMES Toxicity:  0.021
Rat Oral Acute Toxicity:  0.447
Maximum Recommended Daily Dose:  0.894
Skin Sensitization:  0.42
Carcinogencity:  0.422
Eye Corrosion:  0.008
Eye Irritation:  0.014
Respiratory Toxicity:  0.959

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC24651

Natural Product ID:  NPC24651
Common Name*:   Dehydrobrusatol
IUPAC Name:   n.a.
Synonyms:   Dehydrobrusatol
Standard InCHIKey:  FVPJJJBZBYEPPP-IRPUDBTHSA-N
Standard InCHI:  InChI=1S/C26H30O11/c1-10(2)6-15(28)37-18-20-25-9-35-26(20,23(33)34-5)21(31)17(30)19(25)24(4)8-13(27)16(29)11(3)12(24)7-14(25)36-22(18)32/h6,8,14,17-21,27,30-31H,7,9H2,1-5H3/t14-,17-,18-,19-,20-,21+,24+,25-,26+/m1/s1
SMILES:  COC(=O)[C@@]12OC[C@]34[C@H]2[C@@H](OC(=O)C=C(C)C)C(=O)O[C@@H]4CC2=C(C(=O)C(=C[C@@]2([C@H]3[C@H]([C@@H]1O)O)C)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2037040
PubChem CID:   59087297
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0002119] Quassinoids

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. seed n.a. DOI[10.1016/0031-9422(96)00258-0]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. fruit n.a. DOI[10.1016/S1383-5769(99)00023-9]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[10086989]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[1512598]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota Seeds n.a. n.a. PMID[15165151]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. leaf n.a. PMID[15949825]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota fruit Indonesia n.a. PMID[17896817]
NPO15146 Myrica nana Species Myricaceae Eukaryota n.a. n.a. n.a. PMID[18723353]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. Vietnam n.a. PMID[19026551]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota seeds n.a. n.a. PMID[20050684]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota Seeds n.a. n.a. PMID[22506620]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[26522747]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[6481366]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. PMID[7561896]
NPO211 Aplysina cauliformis Species Aplysinidae Eukaryota n.a. n.a. n.a. PMID[8350091]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12089 Trifolium alexandrinum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1641 Amycolatopsis azurea Species Pseudonocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12089 Trifolium alexandrinum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11873 Oecophylla smaragdina Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11432 Centrolobium tomentosum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12717 Parmelia metastrigosa Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9203 Cephalonomia gallicola Species Bethylidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO211 Aplysina cauliformis Species Aplysinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26718 Chelidonura fulvipunctata Species Aglajidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15146 Myrica nana Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11084 Asplenium normale Species Aspleniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14749 Lippia carviodora Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14150 Solanum jamaicense Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11637 Psilostrophe cooperi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15520 Dracocephalum kotschyi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5303 Castanea crenata Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12944 Sideritis tragoriganum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14528 Pneumatospora obcoronata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO3164 Yponomeuta malinellus Species Yponomeutidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14845 Ceratophyllum submersum Species Ceratophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10818 Carpobrotus edulis Species Aizoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14948 Brucea javanica Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10000.0 nM PMID[450182]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 3300.0 nM PMID[450182]
NPT547 Cell Line BGC-823 Homo sapiens IC50 = 4800.0 nM PMID[450182]
NPT81 Cell Line A549 Homo sapiens IC50 = 7300.0 nM PMID[450182]
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 = 2500.0 nM PMID[450182]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC24651 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9825 High Similarity NPC312833
0.9739 High Similarity NPC265557
0.9739 High Similarity NPC18945
0.9739 High Similarity NPC91693
0.9739 High Similarity NPC105926
0.9655 High Similarity NPC476729
0.9569 High Similarity NPC67251
0.9561 High Similarity NPC470777
0.9474 High Similarity NPC17772
0.9397 High Similarity NPC470779
0.9328 High Similarity NPC476008
0.9322 High Similarity NPC470922
0.9304 High Similarity NPC470776
0.9244 High Similarity NPC477745
0.9217 High Similarity NPC470854
0.9217 High Similarity NPC474654
0.9217 High Similarity NPC473590
0.9217 High Similarity NPC287343
0.9217 High Similarity NPC97908
0.9217 High Similarity NPC122033
0.9211 High Similarity NPC143268
0.9211 High Similarity NPC323821
0.9211 High Similarity NPC268238
0.9211 High Similarity NPC45218
0.9145 High Similarity NPC109607
0.9145 High Similarity NPC107338
0.9138 High Similarity NPC251310
0.913 High Similarity NPC328374
0.913 High Similarity NPC96312
0.913 High Similarity NPC40632
0.913 High Similarity NPC251236
0.913 High Similarity NPC173686
0.913 High Similarity NPC16081
0.9123 High Similarity NPC49451
0.912 High Similarity NPC596
0.906 High Similarity NPC476529
0.906 High Similarity NPC475775
0.9052 High Similarity NPC176513
0.9052 High Similarity NPC146432
0.9052 High Similarity NPC470775
0.9052 High Similarity NPC470778
0.9043 High Similarity NPC299849
0.9043 High Similarity NPC473798
0.904 High Similarity NPC190065
0.904 High Similarity NPC471089
0.904 High Similarity NPC141215
0.8983 High Similarity NPC112038
0.8974 High Similarity NPC204552
0.8974 High Similarity NPC188667
0.8974 High Similarity NPC297179
0.8968 High Similarity NPC295885
0.8968 High Similarity NPC140045
0.8966 High Similarity NPC213084
0.8966 High Similarity NPC89929
0.8966 High Similarity NPC474734
0.8966 High Similarity NPC190185
0.896 High Similarity NPC262813
0.8957 High Similarity NPC7921
0.8957 High Similarity NPC208998
0.8957 High Similarity NPC94509
0.8952 High Similarity NPC168879
0.8908 High Similarity NPC477046
0.8908 High Similarity NPC102822
0.8898 High Similarity NPC469488
0.8889 High Similarity NPC251998
0.8803 High Similarity NPC207217
0.8803 High Similarity NPC152199
0.8803 High Similarity NPC235539
0.8803 High Similarity NPC134869
0.8783 High Similarity NPC146945
0.8783 High Similarity NPC171888
0.8729 High Similarity NPC473968
0.872 High Similarity NPC102316
0.8718 High Similarity NPC18547
0.8718 High Similarity NPC474906
0.8707 High Similarity NPC289312
0.8707 High Similarity NPC269530
0.8707 High Similarity NPC474516
0.8707 High Similarity NPC11252
0.8699 High Similarity NPC470780
0.8684 High Similarity NPC293850
0.8667 High Similarity NPC478051
0.8651 High Similarity NPC478151
0.8644 High Similarity NPC470628
0.8644 High Similarity NPC474046
0.8644 High Similarity NPC270478
0.8644 High Similarity NPC259306
0.8632 High Similarity NPC198539
0.8632 High Similarity NPC477126
0.8632 High Similarity NPC51978
0.8629 High Similarity NPC475636
0.8629 High Similarity NPC295220
0.8621 High Similarity NPC201992
0.8618 High Similarity NPC293112
0.8618 High Similarity NPC181999
0.8618 High Similarity NPC473635
0.8618 High Similarity NPC225049
0.8607 High Similarity NPC11895
0.8596 High Similarity NPC3316
0.8596 High Similarity NPC144854
0.8594 High Similarity NPC243014
0.8583 High Similarity NPC268958
0.8583 High Similarity NPC473636
0.8583 High Similarity NPC77689
0.8571 High Similarity NPC476193
0.8571 High Similarity NPC478153
0.8571 High Similarity NPC478154
0.8571 High Similarity NPC53396
0.8571 High Similarity NPC478152
0.8571 High Similarity NPC58662
0.8571 High Similarity NPC100390
0.8571 High Similarity NPC469684
0.8571 High Similarity NPC98249
0.8571 High Similarity NPC254614
0.8571 High Similarity NPC478150
0.8571 High Similarity NPC477116
0.8571 High Similarity NPC27999
0.8571 High Similarity NPC134430
0.856 High Similarity NPC231529
0.856 High Similarity NPC309096
0.856 High Similarity NPC54614
0.8559 High Similarity NPC470919
0.8559 High Similarity NPC117712
0.8559 High Similarity NPC469877
0.8548 High Similarity NPC470882
0.8547 High Similarity NPC302146
0.8547 High Similarity NPC472002
0.8537 High Similarity NPC172154
0.8537 High Similarity NPC81736
0.8534 High Similarity NPC253906
0.8534 High Similarity NPC5103
0.8525 High Similarity NPC269642
0.8525 High Similarity NPC170538
0.8522 High Similarity NPC154608
0.8522 High Similarity NPC277017
0.8522 High Similarity NPC192813
0.8512 High Similarity NPC476961
0.85 High Similarity NPC284707
0.8492 Intermediate Similarity NPC476074
0.8492 Intermediate Similarity NPC262796
0.8492 Intermediate Similarity NPC475377
0.8492 Intermediate Similarity NPC264566
0.8492 Intermediate Similarity NPC25998
0.8492 Intermediate Similarity NPC134914
0.8492 Intermediate Similarity NPC45346
0.8492 Intermediate Similarity NPC329993
0.8492 Intermediate Similarity NPC478064
0.8492 Intermediate Similarity NPC172374
0.8492 Intermediate Similarity NPC476852
0.8492 Intermediate Similarity NPC173435
0.8492 Intermediate Similarity NPC478155
0.8492 Intermediate Similarity NPC301639
0.8492 Intermediate Similarity NPC477197
0.8492 Intermediate Similarity NPC475167
0.8492 Intermediate Similarity NPC478065
0.8487 Intermediate Similarity NPC179626
0.848 Intermediate Similarity NPC188291
0.848 Intermediate Similarity NPC476859
0.8475 Intermediate Similarity NPC159333
0.8475 Intermediate Similarity NPC25909
0.8475 Intermediate Similarity NPC478212
0.8468 Intermediate Similarity NPC87662
0.8462 Intermediate Similarity NPC469655
0.8462 Intermediate Similarity NPC469656
0.8462 Intermediate Similarity NPC474846
0.8455 Intermediate Similarity NPC227397
0.8455 Intermediate Similarity NPC469789
0.8455 Intermediate Similarity NPC120724
0.8448 Intermediate Similarity NPC27814
0.8448 Intermediate Similarity NPC141350
0.8443 Intermediate Similarity NPC471999
0.8443 Intermediate Similarity NPC472000
0.843 Intermediate Similarity NPC211093
0.843 Intermediate Similarity NPC473839
0.8425 Intermediate Similarity NPC471855
0.8425 Intermediate Similarity NPC33378
0.8425 Intermediate Similarity NPC6274
0.8425 Intermediate Similarity NPC254146
0.8417 Intermediate Similarity NPC478204
0.8417 Intermediate Similarity NPC475809
0.8413 Intermediate Similarity NPC477079
0.8413 Intermediate Similarity NPC470913
0.8413 Intermediate Similarity NPC477077
0.8413 Intermediate Similarity NPC476851
0.8413 Intermediate Similarity NPC264192
0.8413 Intermediate Similarity NPC477076
0.8413 Intermediate Similarity NPC477196
0.8403 Intermediate Similarity NPC243354
0.84 Intermediate Similarity NPC473265
0.839 Intermediate Similarity NPC317687
0.839 Intermediate Similarity NPC90769
0.8387 Intermediate Similarity NPC473255
0.8387 Intermediate Similarity NPC8369
0.8374 Intermediate Similarity NPC222688
0.8374 Intermediate Similarity NPC470265
0.8374 Intermediate Similarity NPC23786
0.8362 Intermediate Similarity NPC189075
0.8362 Intermediate Similarity NPC275539
0.8361 Intermediate Similarity NPC472004
0.8361 Intermediate Similarity NPC251226

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC24651 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8211 Intermediate Similarity NPD6319 Approved
0.8205 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.8016 Intermediate Similarity NPD8328 Phase 3
0.7967 Intermediate Similarity NPD7115 Discovery
0.7846 Intermediate Similarity NPD7319 Approved
0.7833 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD4225 Approved
0.7812 Intermediate Similarity NPD7492 Approved
0.7787 Intermediate Similarity NPD8297 Approved
0.7778 Intermediate Similarity NPD6054 Approved
0.7769 Intermediate Similarity NPD7736 Approved
0.7769 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7752 Intermediate Similarity NPD6616 Approved
0.7724 Intermediate Similarity NPD4632 Approved
0.7717 Intermediate Similarity NPD6016 Approved
0.7717 Intermediate Similarity NPD6015 Approved
0.7705 Intermediate Similarity NPD6649 Approved
0.7705 Intermediate Similarity NPD6650 Approved
0.7692 Intermediate Similarity NPD7078 Approved
0.7686 Intermediate Similarity NPD6373 Approved
0.7686 Intermediate Similarity NPD6372 Approved
0.768 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD5697 Approved
0.7656 Intermediate Similarity NPD5988 Approved
0.7656 Intermediate Similarity NPD6370 Approved
0.7638 Intermediate Similarity NPD6059 Approved
0.7615 Intermediate Similarity NPD7507 Approved
0.7603 Intermediate Similarity NPD6899 Approved
0.7603 Intermediate Similarity NPD6881 Approved
0.7603 Intermediate Similarity NPD6686 Approved
0.7583 Intermediate Similarity NPD6402 Approved
0.7583 Intermediate Similarity NPD5739 Approved
0.7583 Intermediate Similarity NPD6675 Approved
0.7583 Intermediate Similarity NPD7128 Approved
0.7578 Intermediate Similarity NPD6921 Approved
0.7557 Intermediate Similarity NPD8293 Discontinued
0.7541 Intermediate Similarity NPD6012 Approved
0.7541 Intermediate Similarity NPD6014 Approved
0.7541 Intermediate Similarity NPD6013 Approved
0.754 Intermediate Similarity NPD6009 Approved
0.7521 Intermediate Similarity NPD5701 Approved
0.7521 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6882 Approved
0.748 Intermediate Similarity NPD7102 Approved
0.748 Intermediate Similarity NPD4634 Approved
0.748 Intermediate Similarity NPD6883 Approved
0.748 Intermediate Similarity NPD7290 Approved
0.7459 Intermediate Similarity NPD7320 Approved
0.7459 Intermediate Similarity NPD6011 Approved
0.7442 Intermediate Similarity NPD8517 Approved
0.7442 Intermediate Similarity NPD8515 Approved
0.7442 Intermediate Similarity NPD8516 Approved
0.7442 Intermediate Similarity NPD5983 Phase 2
0.7442 Intermediate Similarity NPD8513 Phase 3
0.7419 Intermediate Similarity NPD8130 Phase 1
0.7419 Intermediate Similarity NPD6869 Approved
0.7419 Intermediate Similarity NPD6617 Approved
0.7419 Intermediate Similarity NPD6847 Approved
0.7333 Intermediate Similarity NPD7260 Phase 2
0.7328 Intermediate Similarity NPD7604 Phase 2
0.7295 Intermediate Similarity NPD6008 Approved
0.7287 Intermediate Similarity NPD7516 Approved
0.7258 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7236 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7227 Intermediate Similarity NPD7638 Approved
0.7218 Intermediate Similarity NPD6336 Discontinued
0.7209 Intermediate Similarity NPD7328 Approved
0.7209 Intermediate Similarity NPD7327 Approved
0.719 Intermediate Similarity NPD5211 Phase 2
0.7188 Intermediate Similarity NPD6274 Approved
0.7176 Intermediate Similarity NPD7503 Approved
0.7167 Intermediate Similarity NPD5286 Approved
0.7167 Intermediate Similarity NPD4696 Approved
0.7167 Intermediate Similarity NPD5285 Approved
0.7167 Intermediate Similarity NPD7640 Approved
0.7167 Intermediate Similarity NPD7639 Approved
0.7153 Intermediate Similarity NPD6845 Suspended
0.7143 Intermediate Similarity NPD4755 Approved
0.7143 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD6033 Approved
0.7097 Intermediate Similarity NPD6412 Phase 2
0.7083 Intermediate Similarity NPD5696 Approved
0.7073 Intermediate Similarity NPD5141 Approved
0.7063 Intermediate Similarity NPD6371 Approved
0.7049 Intermediate Similarity NPD4633 Approved
0.7049 Intermediate Similarity NPD5226 Approved
0.7049 Intermediate Similarity NPD5224 Approved
0.7049 Intermediate Similarity NPD5225 Approved
0.7045 Intermediate Similarity NPD8296 Approved
0.7045 Intermediate Similarity NPD8033 Approved
0.7045 Intermediate Similarity NPD8380 Approved
0.7045 Intermediate Similarity NPD8335 Approved
0.7045 Intermediate Similarity NPD8378 Approved
0.7045 Intermediate Similarity NPD8379 Approved
0.7037 Intermediate Similarity NPD8074 Phase 3
0.7034 Intermediate Similarity NPD5282 Discontinued
0.7025 Intermediate Similarity NPD4700 Approved
0.7023 Intermediate Similarity NPD7100 Approved
0.7023 Intermediate Similarity NPD7101 Approved
0.7008 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7902 Approved
0.7 Intermediate Similarity NPD6083 Phase 2
0.7 Intermediate Similarity NPD6084 Phase 2
0.7 Intermediate Similarity NPD6317 Approved
0.6992 Remote Similarity NPD5174 Approved
0.6992 Remote Similarity NPD5175 Approved
0.6975 Remote Similarity NPD1698 Clinical (unspecified phase)
0.697 Remote Similarity NPD8377 Approved
0.697 Remote Similarity NPD8294 Approved
0.6967 Remote Similarity NPD5344 Discontinued
0.6967 Remote Similarity NPD5223 Approved
0.6957 Remote Similarity NPD3573 Approved
0.6953 Remote Similarity NPD6053 Discontinued
0.6947 Remote Similarity NPD6335 Approved
0.6947 Remote Similarity NPD6314 Approved
0.6947 Remote Similarity NPD6313 Approved
0.6923 Remote Similarity NPD6698 Approved
0.6923 Remote Similarity NPD46 Approved
0.6917 Remote Similarity NPD4697 Phase 3
0.6917 Remote Similarity NPD5221 Approved
0.6917 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6917 Remote Similarity NPD5222 Approved
0.6917 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6905 Remote Similarity NPD4729 Approved
0.6905 Remote Similarity NPD4730 Approved
0.6899 Remote Similarity NPD8133 Approved
0.6891 Remote Similarity NPD7748 Approved
0.688 Remote Similarity NPD4768 Approved
0.688 Remote Similarity NPD4767 Approved
0.6864 Remote Similarity NPD7515 Phase 2
0.686 Remote Similarity NPD5173 Approved
0.6833 Remote Similarity NPD5695 Phase 3
0.6831 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6399 Phase 3
0.6797 Remote Similarity NPD5250 Approved
0.6797 Remote Similarity NPD5249 Phase 3
0.6797 Remote Similarity NPD5251 Approved
0.6797 Remote Similarity NPD5248 Approved
0.6797 Remote Similarity NPD5247 Approved
0.6794 Remote Similarity NPD6868 Approved
0.6791 Remote Similarity NPD6908 Approved
0.6791 Remote Similarity NPD6909 Approved
0.6783 Remote Similarity NPD1694 Approved
0.6772 Remote Similarity NPD5128 Approved
0.675 Remote Similarity NPD7900 Approved
0.675 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6724 Remote Similarity NPD3618 Phase 1
0.6723 Remote Similarity NPD6411 Approved
0.6723 Remote Similarity NPD6079 Approved
0.6723 Remote Similarity NPD5693 Phase 1
0.672 Remote Similarity NPD4754 Approved
0.6695 Remote Similarity NPD5328 Approved
0.6694 Remote Similarity NPD5210 Approved
0.6694 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD5779 Approved
0.6643 Remote Similarity NPD5956 Approved
0.664 Remote Similarity NPD7632 Discontinued
0.6615 Remote Similarity NPD5216 Approved
0.6615 Remote Similarity NPD5215 Approved
0.6615 Remote Similarity NPD5217 Approved
0.6613 Remote Similarity NPD6648 Approved
0.661 Remote Similarity NPD6672 Approved
0.661 Remote Similarity NPD5737 Approved
0.6583 Remote Similarity NPD7983 Approved
0.6581 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6568 Remote Similarity NPD8434 Phase 2
0.6555 Remote Similarity NPD4753 Phase 2
0.6555 Remote Similarity NPD6101 Approved
0.6555 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6333 Approved
0.6552 Remote Similarity NPD6334 Approved
0.6548 Remote Similarity NPD8407 Phase 2
0.6538 Remote Similarity NPD5169 Approved
0.6538 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5135 Approved
0.6529 Remote Similarity NPD4202 Approved
0.6524 Remote Similarity NPD7799 Discontinued
0.6522 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6491 Remote Similarity NPD4695 Discontinued
0.6489 Remote Similarity NPD5127 Approved
0.6467 Remote Similarity NPD8368 Discontinued
0.6447 Remote Similarity NPD7236 Approved
0.6429 Remote Similarity NPD1700 Approved
0.6423 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6417 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6417 Remote Similarity NPD6904 Approved
0.6417 Remote Similarity NPD6080 Approved
0.6417 Remote Similarity NPD6673 Approved
0.6414 Remote Similarity NPD8387 Clinical (unspecified phase)
0.64 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6397 Remote Similarity NPD4522 Approved
0.6385 Remote Similarity NPD5168 Approved
0.6379 Remote Similarity NPD3667 Approved
0.6364 Remote Similarity NPD7838 Discovery
0.6364 Remote Similarity NPD5785 Approved
0.6356 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6346 Remote Similarity NPD7239 Suspended
0.6345 Remote Similarity NPD8415 Approved
0.6343 Remote Similarity NPD5167 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data